N-(6-chloro-2-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidin-4-yl)thiazol-2-amine | 1522207-26-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-(6-chloro-2-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidin-4-yl)thiazol-2-amine
• CAS: 1522207-26-6
• 化学式: C₁₂H₁₁ClN₆S
• 分子量: 306.779
• InChiKey: HUXIYQJTEWVPNS-UHFFFAOYSA-N

物化性质

• 沸点：
  542.4±60.0 °C(predicted)
• 密度：
  1.55±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  68.52
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  N-(6-chloro-2-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidin-4-yl)thiazol-2-amine 在 溶剂黄146 、 肼 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 13.0h， 生成 N-[2-(3,5-Dimethylpyrazol-1-yl)-6-pyrazol-1-ylpyrimidin-4-yl]-1,3-thiazol-2-amine
  参考文献：
  名称：

  Replacement of amide with bioisosteres led to a new series of potent adenosine A2A receptor antagonists

  摘要：

  We have previously reported a series of 2,4,6-trisubstituted pyrimidines as potent A(2A) receptor antagonists. The leading compounds often feature a potentially labile acetamide functional group which tends to hydrolyze under acidic conditions. Here we report the replacement of the acetamide functional group with bioisosteres. This effort led us to a new series of adenosine A(2A) receptor antagonists with improved potency and chemical stability. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.051
• 作为产物：
  描述：

  N-(6-chloro-2-(methylthio)pyrimidin-4-yl)thiazol-2-amine 在 Oxone 、 sodium hydride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.0h， 生成 N-(6-chloro-2-(3,5-dimethyl-1H-pyrazol-1-yl)pyrimidin-4-yl)thiazol-2-amine
  参考文献：
  名称：

  Replacement of amide with bioisosteres led to a new series of potent adenosine A2A receptor antagonists

  摘要：

  We have previously reported a series of 2,4,6-trisubstituted pyrimidines as potent A(2A) receptor antagonists. The leading compounds often feature a potentially labile acetamide functional group which tends to hydrolyze under acidic conditions. Here we report the replacement of the acetamide functional group with bioisosteres. This effort led us to a new series of adenosine A(2A) receptor antagonists with improved potency and chemical stability. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.11.051